PNU-159682

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C32H35NO13
Molecular Weight	641.6192
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12O[C@]3([H])[C@H](C)O[C@H](C[C@]3([H])N1CCO[C@@H]2OC)O[C@H]4C[C@@](O)(CC5=C4C(O)=C6C(=O)C7=C(OC)C=CC=C7C(=O)C6=C5O)C(=O)CO

InChI

InChIKey=SLURUCSFDHKXFR-WWMWMSKMSA-N

InChI=1S/C32H35NO13/c1-13-29-16(33-7-8-43-31(42-3)30(33)46-29)9-20(44-13)45-18-11-32(40,19(35)12-34)10-15-22(18)28(39)24-23(26(15)37)25(36)14-5-4-6-17(41-2)21(14)27(24)38/h4-6,13,16,18,20,29-31,34,37,39-40H,7-12H2,1-3H3/t13-,16-,18-,20-,29+,30+,31-,32-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C32H35NO13
Molecular Weight	641.6192
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
DNA 278 Target ID: CHEMBL2311221 Sources: https://www.ncbi.nlm.nih.gov/pubmed/28068470 \| https://www.ncbi.nlm.nih.gov/pubmed/23154079	Interacts 323

PubMed

Title	Date	PubMed
The interaction of nemorubicin metabolite PNU-159682 with DNA fragments d(CGTACG)(2), d(CGATCG)(2) and d(CGCGCG)(2) shows a strong but reversible binding to G:C base pairs.	2012 Dec 15	23154079
Virtual Cross-Linking of the Active Nemorubicin Metabolite PNU-159682 to Double-Stranded DNA.	2017 Feb 20	28068470
Highly Potent, Anthracycline-based Antibody-Drug Conjugates Generated by Enzymatic, Site-specific Conjugation.	2017 May	28258164

Substance Class	Chemical Created by `admin` on `Sat Dec 16 18:49:00 GMT 2023` Edited by `admin` on `Sat Dec 16 18:49:00 GMT 2023`
Record UNII	CQ5A9ZNT7C
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

PNU-159682

Code

English

PNU 159682

Code

English

(8S,10S)-7,8,9,10-TETRAHYDRO-6,8,11-TRIHYDROXY-8-(2-HYDROXYACETYL)-1-METHOXY-10-(((1S,3R,4AS,9S,9AR,10AS)-OCTAHYDRO-9-METHOXY-1-METHYL-1H-PYRANO(4',3':4,5)OXAZOLO(2,3-C)(1,4)OXAZIN-3-YL)OXY)-5,12-NAPHTHACENEDIONE

Systematic Name

English

5,12-NAPHTHACENEDIONE, 7,8,9,10-TETRAHYDRO-6,8,11-TRIHYDROXY-8-(2-HYDROXYACETYL)-1-METHOXY-10-(((1S,3R,4AS,9S,9AR,10AS)-OCTAHYDRO-9-METHOXY-1-METHYL-1H-PYRANO(4',3':4,5)OXAZOLO(2,3-C)(1,4)OXAZIN-3-YL)OXY)-, (8S,10S)-

Systematic Name

English

Code System Code Type Description

FDA UNII

CQ5A9ZNT7C

Created by admin on Sat Dec 16 18:49:00 GMT 2023 , Edited by admin on Sat Dec 16 18:49:00 GMT 2023

PRIMARY

PUBCHEM

9874188

Created by admin on Sat Dec 16 18:49:00 GMT 2023 , Edited by admin on Sat Dec 16 18:49:00 GMT 2023

PRIMARY

SMS_ID

300000039898

Created by admin on Sat Dec 16 18:49:00 GMT 2023 , Edited by admin on Sat Dec 16 18:49:00 GMT 2023

PRIMARY

CAS

202350-68-3

Created by admin on Sat Dec 16 18:49:00 GMT 2023 , Edited by admin on Sat Dec 16 18:49:00 GMT 2023

PRIMARY

Related Record Type Details


					CQ5A9ZNT7C

PNU-159682

ACTIVE MOIETY

Comments:

If the target for the payload is in the cytoplasm e.g. tubulin for paclitaxel, the drug binds to its target in the cytoplasm and triggers apoptosis of the tumor cell. If the target is in the nucleus e.g. DNA intercalating agents like doxorubicin and PNU-159682, then the drug enters from the cytoplasm into the nucleus and intercalates with the genomic DNA resulting in apoptosis of the tumor cell.

Interaction Type:

IN-VIVO

Amount: